N,N-diphenyl-2-(3-pyridyloxy)ethanamine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-diphenyl-2-(3-pyridyloxy)ethanamine
• 英文别名: N-phenyl-N-(2-pyridin-3-yloxyethyl)aniline
• 化学式: C₁₉H₁₈N₂O
• 分子量: 290.365
• InChiKey: BBFPGBWHQRWIPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  25.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  [2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-diphenyl-amine 在 盐酸 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 、 异丙醇 为溶剂， 生成 N,N-diphenyl-2-(3-pyridyloxy)ethanamine
  参考文献：
  名称：

  Biososteric Replacement in the Design and Synthesis of Ligands for Nicotinic Acetylcholine Receptors

  摘要：

  A series of ethers containing pyrrolidine and/or pyridine bioisosteres was synthesized and evaluated as nicotinic ligands. The dimethylarninoethoxypyridines 6 and 7 inhibited the specific binding of (-)-[H-3]Nicotine with Ki values of 300 nM and 450 nM, respectively. Compounds 8 and 9 were found to have Ki values of 3390 nM and 360 rim. These results suggest that dialkylarnino and appropriately substituted benzene rings (NO2, 8; OH, 9) are bioisosteric replacements for pyrrolidine and pyridine, respectively.

  DOI：

  10.1007/s00044-005-0137-8

文献信息

• Biososteric Replacement in the Design and Synthesis of Ligands for Nicotinic Acetylcholine Receptors
  作者：Weilin Sun、Michael P. Blanton、Jerome L. Gabriel、Daniel J. Canney

  DOI：10.1007/s00044-005-0137-8

  日期：2005.7

  A series of ethers containing pyrrolidine and/or pyridine bioisosteres was synthesized and evaluated as nicotinic ligands. The dimethylarninoethoxypyridines 6 and 7 inhibited the specific binding of (-)-[H-3]Nicotine with Ki values of 300 nM and 450 nM, respectively. Compounds 8 and 9 were found to have Ki values of 3390 nM and 360 rim. These results suggest that dialkylarnino and appropriately substituted benzene rings (NO2, 8; OH, 9) are bioisosteric replacements for pyrrolidine and pyridine, respectively.